Selective Monoacetylation of Symmetrical Diols and Selective Monode­acetylation of Symmetrical Diacetates Using HY-Zeolite as Reusable Heterogeneous Catalyst

K. V. N. S. Srinivas; I. Mahender; Biswanath Das

doi:10.1055/s-2003-42468

LETTER

Selective Monoacetylation of Symmetrical Diols and Selective Monodeacetylation of Symmetrical Diacetates Using HY-Zeolite as Reusable Heterogeneous Catalyst [1]

K. V. N. S. Srinivas, I. Mahender, Biswanath Das*
Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad-500 007, India
Fax: +91(40)27160512; e-Mail: biswanathdas@yahoo.com;

Abstract

All articles of this category

Abstract

HY-Zeolite has been found to be an efficient and reusable catalyst for selective monoacetylation of symmetrical diols and selective monodeacetylation of symmetrical diacetates to form the products in high yields.

Key words

monoacetylation - symmetrical diols - monodeacetylation - symmetrical diacetates - HY-Zeolite

Full Text

References

<A NAME="RD16903ST-1">1</A> Part 30 in the series, ‘Studies on Novel Synthetic Methodologies’. For part 29 see: Das B. Banerjee J. Ramu R. Pal RM. Ravindranath N. Ramesh C. Tetrahedron Lett. 2003, 44: 5465

<A NAME="RD16903ST-2A">2a</A> Mhaskar SY. Lakshminarayana G. Tetrahedron Lett. 1990, 31: 7227

<A NAME="RD16903ST-2B">2b</A> Tortajada A. Mestres R. Iglesias-Arteaga MA. Synth. Commun. 2003, 33: 1809

<A NAME="RD16903ST-3A">3a</A> Wilkinson SG. In Comprehensive Organic Chemistry Vol. I: Stoddart JF. Pergamon Press; New York: 1979. p.681

<A NAME="RD16903ST-3B">3b</A> Greene TW. Wuts PGM. Protective Groups in Organic Synthesis Wiley; New York: p.1991

<A NAME="RD16903ST-3C">3c</A> Fuhrhop J. Penzlin G. Organic Synthesis Verlag Chemie; Weinheim: 1983. p.143

<A NAME="RD16903ST-4">4</A> Babler JH. Coghlan MJ. Tetrahedron Lett. 1979, 22: 1971

<A NAME="RD16903ST-5A">5a</A> Nishiguchi T. Kawamine K. J. Chem. Soc., Chem. Commun. 1990, 1766

<A NAME="RD16903ST-5B">5b</A> Nishiguchi T. Kawamine K. Ohtsuka T. J. Org. Chem. 1992, 57: 312

<A NAME="RD16903ST-5C">5c</A> Ogawa H. Amano M. Chihara T. Chem. Commun. 1998, 495

<A NAME="RD16903ST-6">6</A> Ogawa H. Chihara T. Teratani S. Taya K. J. Chem. Soc., Chem. Commun. 1986, 1337

<A NAME="RD16903ST-7">7</A> Clarke PA. Holton RA. Kayaleh NE. Tetrahedron Lett. 2000, 41: 2687

<A NAME="RD16903ST-8">8</A> de la Zerda J. Barak G. Sasson Y. Tetrahedron 1989, 45: 1533

<A NAME="RD16903ST-9">9</A> Lezonoff CC. Acc. Chem. Res. 1978, 11: 327

<A NAME="RD16903ST-10A">10a</A> Takasu M. Naruse Y. Yamamoto H. Tetrahedron Lett. 1988, 29: 1947

<A NAME="RD16903ST-10B">10b</A> Takano S. Akiyama M. Sato S. Ogasawara K. Chem. Lett. 1983, 1593

<A NAME="RD16903ST-11A">11a</A> Ravindranath N. Ramesh C. Das B. Synlett 2001, 1777

<A NAME="RD16903ST-11B">11b</A> Srinivas KVNS. Das B. J. Org. Chem. 2003, 68: 1165

<A NAME="RD16903ST-12A">12a</A> Ballini R. Bosica G. Cartoni S. Ciaralli L. Maggi R. Sartori G. Tetrahedron Lett. 1998, 39: 6049

<A NAME="RD16903ST-12B">12b</A> Narender N. Srinivasu P. Kulkarni SJ. Raghavan KV. Synth. Commun. 2000, 30: 1887

<A NAME="RD16903ST-12C">12c</A> Srinivas KVNS. Reddy EB. Das B. Synlett 2002, 625

Selective Monoacetylation of Symmetrical Diols and Selective Monode­acetylation of Symmetrical Diacetates Using HY-Zeolite as Reusable Heterogeneous Catalyst [1]

Selective Monoacetylation of Symmetrical Diols and Selective Monodeacetylation of Symmetrical Diacetates Using HY-Zeolite as Reusable Heterogeneous Catalyst [1]