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Vol. 68, 2003 Anima Boruah, I. Nageshwar Rao, Jyoti Prokash Nandy, S. Kiran Kumar, A. C. Kunwar, and Javed Iqbal*. Synthesis of a Novel cis-Proline-Derived Cyclic Type VI -Turn Mimic via Ring-Closing Metathesis. Page 5006. In Scheme 1, the stereochemistry at the R-carbon of L-leucine and L-phenylalanine should read as S instead of R in all the structures (structures 1-4 of Scheme 1). Also in Scheme 1, “R ) pentenoyl” should be replaced with “R ) cinnamoyl” in structure 1a. Page 5006. Right column. The sentence “To synthesize the L-proline-derived cyclic 3 10 helical structure via ring- closing metathesis, 10 we have installed a pentenoyl group at the N-terminus of 1a and an allyl ester moiety in the C-terminus to get the precursor” should read, “To syn- thesize the L-proline-derived cyclic 3 10 helical structure via ring-closing metathesis, 10 we have installed a pen- tenoyl group at the N-terminus of 1b to get the precur- sor”. Page 5007. In Figure 1a and 1b, the stereochemistry at the R-carbon of all amino acid residues should read as S instead of R. Page 5008. Left column. The sentence “The appearance of leu NH f at downfield (δ 7.99 ppm) indicates its participation in H-bonding (Δδ/ΔT )-2.4 ppb/K)...” should read, “The appearance of leu NH f at downfield (δ 7.99 ppm in CDCl 3 and Δδ/ΔT )-2.4 ppb/K in DMSO- d 6 ) indicates its participation in H-bonding...”. JO0355202 10.1021/jo0355202 Published on Web 11/22/2003 Mark L. Nelson,* Mohamed Y. Ismail, Laura McIntyre, Beena Bhatia, Peter Viski, Paul Hawkins, Glen Rennie, David Andorsky, David Messersmith, Karen Stapleton, Jimmy Dumornay, Paul Sheahan, Atul K. Verma, Tadeusz Warchol, and Stuart B. Levy. Versatile and Facile Synthesis of Diverse Semisynthetic Tetracycline Derivatives via Pd-Catalyzed Reactions. Page 5838. The following authors should have footnotes indicating their present addresses. Paul Hawkins: Tri- pos, Inc. Peter Viski: Forest Laboratories, Inc. David Messersmith: Vertex Pharmaceuticals, Inc. Page 5840. In part c of the legend of Scheme 2, n-butyl nitrite (BuNN) is incorrectly labeled as butyl nitrile (BuCN). Page 5843. In part d of the legend of Scheme 6, MsOH is mislabeled as MsOh. Page 5851. Morpholine (0.70 g, 8 mmol) should be added to the synthetic details for compound 51. JO0399347 10.1021/jo0399347 Published on Web 11/21/2003 J. Org. Chem. 2003, 68, 10199 10199

Synthesis of a Novel cis -Proline-Derived Cyclic Type VI β-Turn Mimic via Ring-Closing Metathesis

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Page 1: Synthesis of a Novel               cis               -Proline-Derived Cyclic Type VI β-Turn Mimic via Ring-Closing Metathesis

Vol. 68, 2003

Anima Boruah, I. Nageshwar Rao, Jyoti ProkashNandy, S. Kiran Kumar, A. C. Kunwar, and JavedIqbal*. Synthesis of a Novel cis-Proline-Derived Cyclic TypeVI â-Turn Mimic via Ring-Closing Metathesis.

Page 5006. In Scheme 1, the stereochemistry at theR-carbon of L-leucine and L-phenylalanine should readas S instead of R in all the structures (structures 1-4 ofScheme 1). Also in Scheme 1, “R ) pentenoyl” should bereplaced with “R ) cinnamoyl” in structure 1a.

Page 5006. Right column. The sentence “To synthesizethe L-proline-derived cyclic 310 helical structure via ring-closing metathesis,10 we have installed a pentenoyl groupat the N-terminus of 1a and an allyl ester moiety in theC-terminus to get the precursor” should read, “To syn-thesize the L-proline-derived cyclic 310 helical structurevia ring-closing metathesis,10 we have installed a pen-tenoyl group at the N-terminus of 1b to get the precur-sor”.

Page 5007. In Figure 1a and 1b, the stereochemistryat the R-carbon of all amino acid residues should readas S instead of R.

Page 5008. Left column. The sentence “The appearanceof leu NHf at downfield (δ 7.99 ppm) indicates itsparticipation in H-bonding (∆δ/∆T ) -2.4 ppb/K)...”should read, “The appearance of leu NHf at downfield (δ7.99 ppm in CDCl3 and ∆δ/∆T ) -2.4 ppb/K in DMSO-d6) indicates its participation in H-bonding...”.

JO0355202

10.1021/jo0355202Published on Web 11/22/2003

Mark L. Nelson,* Mohamed Y. Ismail, Laura McIntyre,Beena Bhatia, Peter Viski, Paul Hawkins, Glen Rennie,David Andorsky, David Messersmith, Karen Stapleton,Jimmy Dumornay, Paul Sheahan, Atul K. Verma,Tadeusz Warchol, and Stuart B. Levy. Versatile and FacileSynthesis of Diverse Semisynthetic Tetracycline Derivatives viaPd-Catalyzed Reactions.

Page 5838. The following authors should have footnotesindicating their present addresses. Paul Hawkins: Tri-pos, Inc. Peter Viski: Forest Laboratories, Inc. DavidMessersmith: Vertex Pharmaceuticals, Inc.

Page 5840. In part c of the legend of Scheme 2, n-butylnitrite (BuNN) is incorrectly labeled as butyl nitrile(BuCN).

Page 5843. In part d of the legend of Scheme 6, MsOHis mislabeled as MsOh.

Page 5851. Morpholine (0.70 g, 8 mmol) should beadded to the synthetic details for compound 51.

JO0399347

10.1021/jo0399347Published on Web 11/21/2003

J. Org. Chem. 2003, 68, 10199 10199