STEREOCHEMISTRY OF HORNER-EMMONS REACTION BETWEEN 3-FUNCTIONALLY SUBSTITUTED 2-METHYL-2-PROPENYLPHOSPHONATES AND ALIPHATIC-ALDEHYDES .3. EFFECT OF THE ACYCLIC AND DIOXAALKYLENE SUBSTITUENTS AT THE PHOSPHORUS ATOM

被引：5

作者：

KRYSHTAL, GV

SEREBRYAKOV, EP

SUSLOVA, LM

YANOVSKAYA, LA

机构：

[1] N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

来源：

BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE | 1990年 / 39卷 / 06期

关键词：

D O I：

10.1007/BF00962398

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The steric selectivity of the Horner-Emmons reaction between isovaleraldehyde and 3-carboethoxy-2-methyl-2-propenylphosphonates depends on the structure of the alkoxy substituents at the phosphorus atom. The use of five- and six-membered cyclic phosphonates permits us to prepare esters of 3,7-dimethyl-2, 4-octadienoic acids with the predominance of the 2Z,4E isomer.

引用

页码：1277 / 1279

页数：3

共 6 条

[1] ON THE STEREOCHEMISTRY OF THE HORNER-EMMONS REACTION BETWEEN 3-FUNCTIONALLY SUBSTITUTED 2-METHYL-2-PROPENYLPHOSPHONATES AND ALIPHATIC-ALDEHYDES .6. THE EFFECT OF THE BASE CATION
KRYSHTAL, GV
ZHDANKINA, GM
SEREBRYAKOV, EP
RUSSIAN CHEMICAL BULLETIN, 1993, 42 (06) : 1042 - 1047
[2] STEREOCHEMISTRY OF THE HORNER-EMMONS REACTION BETWEEN 3-FUNCTIONALLY SUBSTITUTED 2-METHYL-2-PROPENYLPHOSPHONATES AND ALIPHATIC-ALDEHYDES .4. EFFECT OF THE NATURE OF THE ALIPHATIC ALDEHYDE AND CONCENTRATION OF THE STARTING REAGENTS
KRYSHTAL, GV
SEREBRYAKOV, EP
SUSLOVA, LM
YANOVSKAYA, LA
BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1990, 39 (06): : 1280 - 1283
[3] STEREOCHEMISTRY OF THE HORNER-EMMONS REACTION OF 3-FUNCTIONALIZED 2-METHYL-2-PROPENYLPHOSPHONATES WITH ALIPHATIC-ALDEHYDES .1. EFFECT OF SIZE OF THE ALKOXY GROUP ATTACHED TO THE PHOSPHORUS ATOM
KRYSHTAL, GV
SEREBRYAKOV, EP
SUSLOVA, LM
YANOVSKAYA, LA
BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1988, 37 (10): : 2142 - 2146
[4] STEREOCHEMISTRY OF THE HORNER-EMMONS REACTION OF 3-FUNCTIONALIZED 2-METHYL-2-PROPENYLPHOSPHONATES WITH ALIPHATIC-ALDEHYDES .2. EFFECT OF SIZE OF THE FUNCTIONAL SUBSTITUENT IN THE PHOSPHONATE
KRYSHTAL, GV
SEREBRYAKOV, EP
SUSLOVA, LM
YANOVSKAYA, LA
BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1988, 37 (10): : 2146 - 2149
[5] ON THE STEREOCHEMISTRY OF THE HORNER-EMMONS REACTION BETWEEN 3-FUNCTIONALLY SUBSTITUTED 2-METHYL-2-PROPENYLPHOSPHONATES AND ALIPHATIC-ALDEHYDES .7. QUATERNARY AMMONIUM PHASE-TRANSFER CATALYSTS IN A STEREOSELECTIVE SYNTHESIS OF ESTERS OF 3-METHYL-2E,4E-ALKADIENOIC ACIDS
KRYSHTAL, GV
ZHDANKINA, GM
SEREBRYAKOV, EP
RUSSIAN CHEMICAL BULLETIN, 1993, 42 (06) : 1048 - 1052
[6] STEREOCHEMISTRY OF THE HORNER-EMMONS REACTION OF 3-FUNCTIONALIZED 2-METHYL-2-PROPENYLPHOSPHONATES WITH ALIPHATIC-ALDEHYDES .5. EFFECTS OF BASE ANION, TEMPERATURE, SOLVENT, AND ADDITION OF A CROWN-ETHER
KRYSHTAL, GV
SEREBRYAKOV, EP
SUSLOVA, LM
YANOVSKAYA, LA
BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1990, 39 (11): : 2301 - 2306

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