Chelation- and Non-Chelation-Controlled Additions to 2-O-Benzyl-3-O-(tert-butyldimethylsilyl)glyceraldehyde

DOI: 10.1021/jo00225a103

Source and publish data:

Journal of Organic Chemistry p. 5434 - 5436 (1985)

Update date:2022-08-02

Topics:

Authors:

Reetz, Manfred T.

Kesseler, Kurt

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Article abstract of DOI:10.1021/jo00225a103

2-O-Benzyl-3-O-(tert-butyldimethylsilyl)glyceraldehyde, prepared from 1,3:4,5-di-O-benzylidenemannitol, undergoes chelation- or non-chelation-controlled Grignard-type and aldol additions, depending upon the nature of the organometallic reagent used (TiCl4/Me2Zn, TiCl4/allylsilane, SnCl4/enol silane, RTi(OCHMe2)3, and BF3/allylsilane).

Full text of DOI:10.1021/jo00225a103

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