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Enantioselective total synthesis of convolutamydines B and E.
Org Lett. 2006 Feb 16; 8(4):677-9.OL

Abstract

[reaction: see text] The first enantioselective total synthesis of convolutamydines B and E has been achieved using our vinylogous Mukaiyama aldol reaction. The synthesis features highly diastereoselective vinylogous Mukaiyama aldol reaction with isatin instead of aldehydes to construct a chiral center of convolutamydines. Additionally, the absolute configuration of natural convolutamydine B has been determined as R by its CD spectrum.

Authors+Show Affiliations

Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI), 2641 Yamazaki, Noda-shi, Chiba, 278-8510, Japan.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

16468740

Citation

Nakamura, Tomoaki, et al. "Enantioselective Total Synthesis of Convolutamydines B and E." Organic Letters, vol. 8, no. 4, 2006, pp. 677-9.
Nakamura T, Shirokawa S, Hosokawa S, et al. Enantioselective total synthesis of convolutamydines B and E. Org Lett. 2006;8(4):677-9.
Nakamura, T., Shirokawa, S., Hosokawa, S., Nakazaki, A., & Kobayashi, S. (2006). Enantioselective total synthesis of convolutamydines B and E. Organic Letters, 8(4), 677-9.
Nakamura T, et al. Enantioselective Total Synthesis of Convolutamydines B and E. Org Lett. 2006 Feb 16;8(4):677-9. PubMed PMID: 16468740.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Enantioselective total synthesis of convolutamydines B and E. AU - Nakamura,Tomoaki, AU - Shirokawa,Shin-ichi, AU - Hosokawa,Seijiro, AU - Nakazaki,Atsuo, AU - Kobayashi,Susumu, PY - 2006/2/14/pubmed PY - 2006/11/10/medline PY - 2006/2/14/entrez SP - 677 EP - 9 JF - Organic letters JO - Org Lett VL - 8 IS - 4 N2 - [reaction: see text] The first enantioselective total synthesis of convolutamydines B and E has been achieved using our vinylogous Mukaiyama aldol reaction. The synthesis features highly diastereoselective vinylogous Mukaiyama aldol reaction with isatin instead of aldehydes to construct a chiral center of convolutamydines. Additionally, the absolute configuration of natural convolutamydine B has been determined as R by its CD spectrum. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/16468740/Enantioselective_total_synthesis_of_convolutamydines_B_and_E_ L2 - https://doi.org/10.1021/ol052871p DB - PRIME DP - Unbound Medicine ER -