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Efficient and Stereodivergent Syntheses of D ‐ and L ‐Fagomines and Their Analogues
Author(s) -
Kumari Nitee,
Reddy B. Gopal,
Vankar Yashwant D.
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200800796
Subject(s) - chemistry , reductive amination , intramolecular force , stereochemistry , amination , sugar , alcohol , combinatorial chemistry , organic chemistry , catalysis
The syntheses of D ‐ and L ‐fagomines 1 , 4 , 5 and 6 and their isomers from starting D ‐glycals have been achieved. The syntheses involve elaboration of common amino alcohol precursors obtained from 2‐deoxy‐1‐amino sugar derivatives. The key steps in the syntheses are intramolecular reductive amination and intramolecular N‐heterocyclization. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)