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. 2010 May 7;12(9):2112-5.
doi: 10.1021/ol100604m.

Vinylogous aldol products from chiral crotylsilanes obtained by enantioselective Rh(II) and Cu(I) carbenoid Si-H insertion

Jie Wu  1 , Yu Chen, James S Panek
Affiliations

Vinylogous aldol products from chiral crotylsilanes obtained by enantioselective Rh(II) and Cu(I) carbenoid Si-H insertion

Jie Wu et al. Org Lett. .

Abstract

Enantioenriched homoallylic ethers containing a alpha,beta-unsaturated ester (syn-vinylogous aldol products) were directly accessed by Lewis acid catalyzed crotylation utilizing chiral silane 2. The reagents were prepared by enantioselective Si-H insertion to an alpha-diazovinylacetates using Davies' Rh(2)(DOSP)(4) catalyst or chiral Cu(I) Schiff base complex.

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Figures

Scheme 1
Scheme 1
Complementary Chrial Silane Reagents
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