ISSN:
1434-193X
Keywords:
1-Haloallenes
;
Yne-allenes
;
Allenes
;
Sigmatropic rearrangements
;
Cross-coupling
;
Rearrangements
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The Stille cross-coupling of the bromoallenes 3 with the stannylalkynes 6 or distannylalkyne 8 provided a convenient route for the synthesis of the conjugated yne-allenes 7 or the diastereomeric yne-diallenes, meso-9 and (R,R)/(S,S)-9. Analogously to 7, the phosphorylyne-allenes 14 were also prepared under Stille conditions, starting from the phosphorylallenes 12 and propargylstannane 6a. Alternatively, yne-allenes 17 and 18 were obtained from hexadiynol 16 with orthoester 2b or diethoxychlorophosphane 13a by [3.3]- and [2.3]-sigmatropic rearrangements.
Type of Medium:
Electronic Resource
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