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Start Over Author "Mahmood, Adeem" Publisher american chemical society
1 results on '"Mahmood, Adeem"'

1. Application of the lithiation-borylation reaction to the preparation of enantioenriched allylic boron reagents and subsequent in situ conversion into 1,2,4-trisubstituted homoallylic alcohols with complete control over all elements of stereochemistry

Author

Althaus, Martin, Surez, Jose Ramon, Thomas, Stephen P., Aggarwal , Varinder K., and Mahmood, Adeem

Subjects
Allylic compounds -- Electric properties, Allylic compounds -- Chemical properties, Aldehydes -- Analysis, Chemistry
Abstract

The reactions of sparteine-complexed lithiated carbamates with trans-alkenyl-9-BBN derivatives followed by addition of aldehydes have produced (Z)-anti-homoallylic alcohols. A Lewis acid (Mg[Br.sub.2] or B[F.sub.3].O[Et.sub.2]) is needed for promoting both the 1,2-metalate rearrangement and the addition of the intermediate allylic boronic ester to the aldehyde, where the method has provided a general route to each of the three classes of homoallylic alcohols with high selectivity.

Published
2010

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