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** Allyl carbamates, substitution **

** Allyl carbamates, substitution **

** Carbamate nucleophiles, allylic substitution **

** Carbamates allylic substitutions **

Scheme 25 Allylic substitution with carbamate nucleophiles |

Scheme 6.43. Control of allylic substitution stereochemistry with the aid of a chiral carbamate leaving group. |

Scheme 6.36. Regioselective allylic substitution of Z carbamate 170 with a silylcuprate reagent. |

To acliieve diastereoselectivity in tlie course of allylic substitution, tlie cnnitoliing cliital inforniation may not only reside in tlie substtate skeleton but may also be pan of tlie allylic leaving group. Tlius, a cliital carbamate bas been developed as a [Pg.217]

Table 9 Direct catalytic allylic substitution of alcohol 6a with various sulfonamides, carbamates, and carboxamides 2 |

Scheme 6.3S. Interpretation of the chirality transfer during the course of allylic substitution of acyclic carbamate derivative (R)-163. |

Scheme 6.32. Different stereochemical results with mesylate (156) and carbamate (158) leaving groups upon allylic substitution with organocuprates. |

Scheme 6.38. Influence of reagent and alkene geomet7 on allylic substitution of y-silyl-substituted allylic carbamates 181 (Ts = para-toluenesulfonyl, NMP = N-methylpyrrolidinone). |

Scheme 6.33. Different stereochemical and regiochemical results with acetate ( 157) and carbamate ( 162) leaving groups on allylic substitution of 161 A/ith a higher order methylcuprate. |

** Allyl carbamates, substitution **

** Allyl carbamates, substitution **

** Carbamate nucleophiles, allylic substitution **

** Carbamates allylic substitutions **

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