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2005
Polyphenylalkane derivatives
Q 0720
A Highly Stereoselective Synthesis of Optically Active Trisubstituted 1,2-EthylThe First Example of Grignard Addition to N-Diphenylphosphinoyl
03- 104 enediamines:
Ketimines Derived from Amino Acids. — The addition of aryl- and alkylmagnesium
bromides to optically active ketimines (I) or (VIII), derived from Weinreb amides of
N-Boc-protected amino acids in three steps, proceeds with good to excellent diastereoselectivities and in moderate to good yields. In addition, the subsequent removal of the
phosphinoyl group from the adduct is smoothly accomplished without racemization under newly developed reductive conditions involving the use of HSiCl3/E3N. —
(KOHMURA*, Y.; MASE, T.; J. Org. Chem. 69 (2004) 19, 6329-6334; Lab. Technol.
Dev., Process Res., Process R&D, Banyu Pharm. Co., Ltd., Aichi 444, Japan; Eng.)
— Klein
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