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• W2092248618 abstract "The cyclopentane-forming reaction (20–43) of (4RS),5SR)-2, 2,4-trimethyl-5-trimethylstannylhexanal takes place with retention of configuration at the carbon atom undergoing electrophilic substitution, in contrast to similar cyclopropane-forming reactions (e.g. 47–48), which take place with inversion of configuration. The hydride transfer (24–45) of the 4RS,5RS diastereoisomeric hexanal takes place from a conformation with hydride anti to the stannyl group. In the case of reactions which might have formed four-membered rings, fragmentation takes place (16–28 and 17–30). The presence of a phenyl ring on the carbon carrying the stannyl group interferes with the reactions designed to test the stereochemistry of the SE2 reaction, diverting the reaction to the formation of tetralins (10–26 and 34–38) or benzcycloheptenes (34–37)." @default.
• W2092248618 created "2016-06-24" @default.
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• W2092248618 date "1986-01-01" @default.
• W2092248618 modified "2023-10-09" @default.
• W2092248618 title "The stereochemistry of the intramolecular electrophilic attack of an aldehyde on a carbon-tin bond" @default.
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• W2092248618 doi "https://doi.org/10.1016/s0040-4020(01)87383-x" @default.
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