| Literature DB >> 12515454 |
Ryan R Huddleston1, David F Cauble, Michael J Krische.
Abstract
Exposure of monoenone monoketones to catecholborane in THF at ambient temperature results in tandem 1,4-reduction-aldol cyclization. For aromatic and heteroaromatic enones, six-membered cyclic aldol products are formed in excellent yield with high levels of syn diastereoselectivity. Five-membered ring formation proceeds less readily, but the yield of cyclized product is improved through introduction of Rh(I) salts.Entities:
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Year: 2003 PMID： 12515454 DOI： 10.1021/jo020629f
Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354