New PDF release: Comprehensive organic synthesis : selectivity, strategy &

By Barry M Trost

ISBN-10: 0080405932

ISBN-13: 9780080405933

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Courtois and L. Miginiac, J. Organornet. , 1974, 69, I . 7. S. Masamune, S. A. Ali, D. L. Snitman and D. S . Garvey, Angew. , Int. Ed. , 1980, 19, 557. The 'threo' and 'erythro' nomenclature that has found widespread application in the literature is ambiguous and should be avoided (see ref. 4a). 8. (a) An early study on the stereochemistry of the thermal reactions of crotylstannanes and aldehydes was reported in 1972: C. Servens and M. Pereyre, J . Organomer. , 1972, 35, C20; (b) results of early stereochemical studies with crotyl-magnesium, -cadmium and -zinc are summarized in ref.

Y %, 0 (142a) 0 J6 (142b) Scheme 27 It is to be expected that the extent of relative diastereoselection will depend on the difference in size of the R substituent relative to Me. 97The data cited for reactions of pinacol allylboronate 26 (Incatalyzed Additions of Nucleophilic Alkenes to C=X (144) and (a-crotylboronate (2), however, also show that diastereoselectivity depends on the stereochemistry at C-3 of (146) and (147). This can be rationalized by inspecting transition states (148) and (149) that correspond to (142b) of Scheme 27.

Yamamoto and K. Maruyama, Heterocycles, 1982, 18, 357; (d) G. Courtois and L. Miginiac, J. Organornet. , 1974, 69, I . 7. S. Masamune, S. A. Ali, D. L. Snitman and D. S . Garvey, Angew. , Int. Ed. , 1980, 19, 557. The 'threo' and 'erythro' nomenclature that has found widespread application in the literature is ambiguous and should be avoided (see ref. 4a). 8. (a) An early study on the stereochemistry of the thermal reactions of crotylstannanes and aldehydes was reported in 1972: C. Servens and M.

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Comprehensive organic synthesis : selectivity, strategy & efficiency in modern organic chemistry : in 9 volumes / 2 Additions to C-X Pi-Bonds ; Pt. 2 by Barry M Trost


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